Bovine Metabolome Database: Showing metabocard for 5-KETE (BMDB0010217)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:01:35 UTC

Update Date

2020-04-22 15:39:29 UTC

BMDB ID

BMDB0010217

Secondary Accession Numbers

BMDB10217

Metabolite Identification

Common Name

5-KETE

Description

5-KETE, also known as 5-keto-ete or 5-oxoete, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 5-KETE is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 5-KETE.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoic acid	ChEBI
5-Keto-ete	ChEBI
5-Ketoeicosatetraenoic acid	ChEBI
5-oxo, 6t,8C,11C,14C-20:4	ChEBI
5-oxo-6(e),8(Z),11(Z),14(Z)-Eicosatetraenoic acid	ChEBI
5-oxo-6E,8Z,11Z,14Z-Eicosatetraenoic acid	ChEBI
5-oxo-Icosa-6,8,11,14-tetraenoic acid	ChEBI
5-Oxoeicosatetraenoic acid	ChEBI
5-OxoETE	ChEBI
5-Oxoicosatetraenoic acid	ChEBI
Eicosa-5,8,12,14-tetraenoic acid	ChEBI
(6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoate	Generator
5-Ketoeicosatetraenoate	Generator
5-oxo-6(e),8(Z),11(Z),14(Z)-Eicosatetraenoate	Generator
5-oxo-6E,8Z,11Z,14Z-Eicosatetraenoate	Generator
5-oxo-Icosa-6,8,11,14-tetraenoate	Generator
5-Oxoeicosatetraenoate	Generator
5-Oxoicosatetraenoate	Generator
Eicosa-5,8,12,14-tetraenoate	Generator
5-Keto-6,8,11,14-eicosatetraenoate	HMDB
5-Keto-6,8,11,14-eicosatetraenoic acid	HMDB
5-oxo-6,8,11,14-Eicosatetraenoate	HMDB
5-oxo-6,8,11,14-Eicosatetraenoic acid	HMDB
5-oxo-Eicosatetraenoate	HMDB
5-oxo-Eicosatetraenoic acid	HMDB
5-oxo-6,8,11,14-ETE	HMDB
5-oxo-6,8,11,14-Eicosatetraenoic acid, e,Z,Z,Z isomer	HMDB

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

(6E,8Z,11Z,14Z)-5-oxoicosa-6,8,11,14-tetraenoic acid

Traditional Name

5-Oxo-ETE

CAS Registry Number

126432-17-5

SMILES

CCCCC\C=C/C\C=C/C\C=C/C=C/C(=O)CCCC(O)=O

InChI Identifier

InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+

InChI Key

MEASLHGILYBXFO-XTDASVJISA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

oxoicosatetraenoic acid (CHEBI:52449 )
Hydroxy/hydroperoxyeicosatetraenoic acids (C14732 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060011 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Adiposome
Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.85	ALOGPS
logP	5.77	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.43	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	100.57 m³·mol⁻¹	ChemAxon
Polarizability	37.25 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-053u-6490000000-f7442bdfafe15fcbd8be	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00gr-9334000000-c55c3efafdce8f7f48c8	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-014i-0019000000-cc3fc8fe0ef27f29f3fb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-014i-0019000000-73c8527e54e3481ad1a3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-014i-0039000000-0e2010fcd9ac17c6d0ee	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-014i-0189000000-5eba1c071b73ab160906	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-0v4j-0193000000-5251b2d0521f18bf6cdc	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-0udi-0192000000-69bb1f0b8710630e3498	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-0udi-0293000000-1ebf2792695803c02d99	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-0udi-0493000000-6710e8cf7a82b74bf8e9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QIT , negative	splash10-0ika-1890000000-3ca3507e7352ecaba473	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0139000000-56d3e500a2215f16ddba	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ul9-7893000000-95b152324d0f205b491b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-7960000000-b0a8aa3380cadece0d37	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0049000000-8a20eefad5150c79b650	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kb-1093000000-57fbe7ca052d52fe8cbb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-8190000000-ad8a838b30e7500809fa	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uxr-1629000000-b0fafb9cc5aaed98cdc5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-5944000000-fd1af71047782189494e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00lu-9700000000-cde9bfbce3fdd2d8c1b0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0009000000-ac8d7382f0841f88fc4e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-6297000000-81cdd06d01b88c7801f6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9580000000-e2e6654123cbfb72d902	View in MoNA